PřF:C4450 Organic Chemistry III-synth. - Course Information
C4450 Organic Chemistry III -synthesis
Faculty of ScienceSpring 2011 - only for the accreditation
- Extent and Intensity
- 2/0/0. 2 credit(s) (fasci plus compl plus > 4). Recommended Type of Completion: zk (examination). Other types of completion: k (colloquium).
- Teacher(s)
- doc. Mgr. Kamil Paruch, Ph.D. (lecturer)
- Guaranteed by
- doc. Mgr. Kamil Paruch, Ph.D.
Department of Chemistry – Chemistry Section – Faculty of Science - Prerequisites
- C3022 Organic Chemistry II && C5500 Stereochemistry of Org. Comp. && C7410 Structure and Reactivity I
General, organic and physical chemistry - Course Enrolment Limitations
- The course is also offered to the students of the fields other than those the course is directly associated with.
- fields of study / plans the course is directly associated with
- there are 16 fields of study the course is directly associated with, display
- Course objectives
- Content of the subject is a logical extension of introductory classes Organic Chemistry I (C2021) and Organic Chemistry II (C3050). The major goal is to provide a comprehensive overview of modern synthetic methods routinely used in the laboratory and in industry. Students will be able to design viable syntheses of organic molecules using traditional and modern methods of organic synthesis.
- Syllabus
- 1.General terms and principles. Summary of the important facts from other subjects.Hammond, Curtin-Hammett principle, principle of mikroscopic reversibility, Baldwin's rules, kinetic and thermodynamic course of reactions, factors influencing selectivity of the reactions. Application of these terms in organic synthesis.
- 2.Enolate chemistry. Enolate preparation and selectivity of their formation. Various methods of the enolate preparation. Usage of enolates in organic synthesis. Stereoselective reactions of enolates.
- 3.Enolate chemistry. Aldol reaction, Claisen reaction. Stereoselective reaction. Double stereodifferentiation. Wittig and Petersen reaction. Chemistry of sulfur ylides. Corey-Tchaykovsky reaction.
- 4.Selective nucleophilic additions to carbonyl group. Cram, Karabatsos, Felkin-Ahn and Heathcock models.
- 5.Interconversions of functional groups.
- 6.Interconversions of functional groups. Mitsunobu, Eschenmoser reactions, hydroborations. Iodolactonization.
- 7.Oxidation. Swern, Dess-Martin, Oppenauer, Sharpless and Jacobsen oxidation. Synthetic application. Epoxidation, dihydroxylation, preparation of vicinal aminoalcohols.
- 8.Reduction. Shapiro, Birch reduction. Catalytic hydrogenation, diimide reactions, hydrosilylations.
- 9.Rearrangements, pericyclic reactions. Cope, Claisen rearrangement. Diels-Alder, ene reactions and their hetero modifications.
- 10.Organometallic reactions. Grignard reagents, Stille, Suzuki and McMurry reactions, conjugate addition of organocuprates, reactions of organozinc reagents. Palladium reactions.
- 11.Multicomponent reactions. Mannich, Strecker, Ugi reactions and their stereoselective examples.
- 12.Multistep synthesis. Classical reactions(Corey, Woodward, Nicolaue). Synthetic project.
- 13.Protection groups and their application.
- 14.Modern organic synthesis. Combinatorial chemistry.
- Literature
- CAREY, Francis A. and Richard J. SUNDBERG. Advanced Organic Chemistry, Part B. New York: Plenum Press, 1990, 800 pp. info
- SMITH, Michael. Organic synthesis. New York: McGraw-Hill, 1994, xxx, 1595. ISBN 0070487162. info
- FUHRHOP, Jurgen and Gustav PENZLIN. Organic Synthesis. New York: VCH, 1994, 432 pp. info
- LIŠKA, František. Organická syntéza : syntonový přístup. 1. vyd. Praha: Vysoká škola chemicko-technologická, 1993, 339 s. ISBN 80-7080-176-X. info
- Teaching methods
- theory plus design of viable organic syntheses
- Assessment methods
- Lecture with written test followed by an oral examination.
- Language of instruction
- Czech
- Further Comments
- The course is taught annually.
The course is taught: every week. - Listed among pre-requisites of other courses
- Enrolment Statistics (Spring 2011 - only for the accreditation, recent)
- Permalink: https://is.muni.cz/course/sci/spring2011-onlyfortheaccreditation/C4450